Top Chief Of Staff Jobs in Chicago, IL

Reposted 10 Days AgoSaved
Hybrid
Chicago, IL
152K-202K Annually
Senior level
152K-202K Annually
Senior level
Automotive • Professional Services • Software • Consulting • Energy • Chemical • Renewable Energy
The Chief of Staff to the EVP manages strategic priorities, driving alignment and execution across the TIC organization, enhancing customer experience and operational efficiency, and overseeing communications and meetings.
Reposted YesterdaySaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
216K-356K Annually
Expert/Leader
216K-356K Annually
Expert/Leader
Marketing Tech • Social Media • Software • Analytics • Business Intelligence
Partner with the CPO and CTO to run R&D operations: lead operating cadence, OKR alignment, reporting/dashboards, budget governance, and cross-functional strategic initiatives. Triage escalations, drive org design and AI-operating-model projects, and draft executive and board communications to enable prioritized, data-driven R&D decision making.
Reposted 11 Days AgoSaved
Hybrid
Chicago, IL
99K-124K Annually
Mid level
99K-124K Annually
Mid level
Fintech • Machine Learning • Payments • Software • Financial Services
The role focuses on managing processes and governance for the Audit department, overseeing risk management and operational needs while enhancing strategic partnerships and efficiency.
Top Skills: Google SheetsPeople Data HubTableau
Reposted 2 Days AgoSaved
In-Office or Remote
Chicago, IL
175K-250K Annually
Senior level
175K-250K Annually
Senior level
Artificial Intelligence • Blockchain • Professional Services • Security • Consulting • Cybersecurity • Defense
Serve as the CEO's right-hand, managing their time and communications, driving strategic planning, owning cross-functional projects, building accountability systems, drafting executive materials, and executing organizational priorities to ensure follow-through and operational efficiency.
Top Skills: Ai ToolsAutomationEosSlack
Reposted 15 Days AgoSaved
Hybrid
Chicago, IL
130K-227K Annually
Mid level
130K-227K Annually
Mid level
Automotive • Hardware • Internet of Things • Mobile • Software • App development • PropTech
The Principal, Marketing Chief of Staff leads RFPs, manages marketing budgets, tracks agency performance, and supports executive meetings and presentations.
Top Skills: Budgeting SoftwareMyq TechnologyPresentation Software
Reposted 11 Days AgoSaved
Remote
Chicago, IL
160K-180K Annually
Mid level
160K-180K Annually
Mid level
Insurance • Legal Tech • Social Impact
The Chief of Staff will lead strategic initiatives for new business lines at Atticus, focusing on client acquisition and operational strategy while collaborating with various leaders.
YesterdaySaved
In-Office or Remote
Chicago, IL
160K-220K Annually
Senior level
160K-220K Annually
Senior level
Artificial Intelligence • Machine Learning • Database
Act as the founders' right hand to operationalize AI: prototype internal AI workflows, turn experiments into company-wide programs, run executive cadence and OKRs, unblock cross-functional projects, prepare strategic briefs, enforce responsible AI guardrails, and drive exit-readiness and organizational health.
Top Skills: Agentic AiApi IntegrationsDatabricksDbtLlmsMicrosoft EcosystemPythonSnowflakeSQL
Reposted YesterdaySaved
Easy Apply
Hybrid
Chicago, IL
Easy Apply
150K-200K Annually
Senior level
150K-200K Annually
Senior level
Cloud • Information Technology
Serve as strategic partner to the SVP of Cloud & Infrastructure, leading organizational change, communications, leadership coaching, and operational rhythm. Drive associate engagement, cross-functional alignment, headcount and financial planning, meeting and program management, and execution of priority initiatives across a global, distributed infrastructure organization.
Reposted 2 Days AgoSaved
In-Office
Chicago, IL
Senior level
Senior level
AdTech
The Chief of Staff will support the Managing Director of AI, leading AI transformation initiatives, designing automated systems, and ensuring successful delivery across multiple client projects.
Top Skills: Ai ToolsAirtableAsanaAutomation PlatformsGoogle WorkspaceLlmsMakeNotionSlackZapier
3 Hours AgoSaved
Remote
Chicago, IL
200K-250K Annually
Senior level
200K-250K Annually
Senior level
Travel • Hospitality
Partner with the founder and leadership team to build and run the company operating system: filter founder intake, convert ideas into decisions with owners and deadlines, run executive rhythm, close cross-functional work, build ClickUp/SOPs/knowledge systems, and implement AI-driven automations to increase founder leverage and ensure leaders reliably hit commitments.
Top Skills: Ai ToolsAsanaClickupMondayNotion
5 Hours AgoSaved
In-Office or Remote
Chicago, IL
154K-261K Annually
Expert/Leader
154K-261K Annually
Expert/Leader
Fintech • Insurance
Serve as strategic partner to senior sales leaders, align priorities, drive cross-functional initiatives, manage KPIs and performance reporting, lead Impact Managers, and scale Employee Benefits sales and client management through transformation and execution discipline.
Reposted 19 Hours AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Healthtech
The Chief of Staff will work closely with the CEO and leadership team to drive company-wide execution, oversee strategic initiatives, improve processes across teams, and lead critical projects to accelerate growth and patient impact.
Top Skills: Data AnalysisKpi DashboardsModelingProgram Management Tools
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Reposted 19 Hours AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Big Data • Healthtech • Software • Biotech
Partner with the CEO/COO to translate strategy into execution, build AI-enabled operating systems, drive cross-functional programs, run OKRs and planning cadences, scale vendor/procurement, and lead high-priority projects end-to-end.
Top Skills: Ai AgentsAi ToolsOkr FrameworksSaas/Ai ToolsWorkflow Automation
YesterdaySaved
Remote
Chicago, IL
175K-200K Annually
Expert/Leader
175K-200K Annually
Expert/Leader
Marketing Tech • Software
Partnering with the CEO, lead strategic initiatives and build business operations. Facilitate executive alignment, create KPI frameworks and dashboards, run cross-functional execution, improve communication, and remove operational friction to drive company-wide results.
Reposted YesterdaySaved
Remote
Chicago, IL
155K-236K Annually
Senior level
155K-236K Annually
Senior level
Consumer Web • Edtech • Enterprise Web • Social Impact
The Chief of Staff will support the CTO by translating company strategy into operational systems, managing projects, driving alignment, and enhancing leadership within the Tech organization, ensuring effective execution of strategic initiatives.
Reposted YesterdaySaved
Remote
Chicago, IL
Senior level
Senior level
Professional Services
The Chief of Staff supports the Chairman by driving strategic initiatives, managing projects, and optimizing decision-making processes while ensuring operational efficiency across ventures.
Top Skills: Ai WorkflowsAutomation SystemsProductivity PlatformsProject Management Tools
3 Days AgoSaved
Remote
Chicago, IL
Expert/Leader
Expert/Leader
Artificial Intelligence • Big Data • HR Tech • Machine Learning
Serve as the SVP's right hand for Healthcare Analytics by managing budgets and ROI, running operational rhythms (recruiting, onboarding, meetings), producing executive communications, supporting strategic planning and talent processes, coordinating cross-functionally, and resolving blockers to ensure delivery and alignment.
Reposted 4 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
AdTech
The Chief of Staff will lead operational projects, ensuring delivery of AI solutions, managing client relations, and coordinating cross-functional efforts for success.
Top Skills: Ai SolutionsAsanaGoogle WorkspaceMakeNotionSlackZapier
Reposted 4 Days AgoSaved
In-Office or Remote
Chicago, IL
Mid level
Mid level
Artificial Intelligence • Big Data • Information Technology • Software
The BizOps Lead will advise the CEO, manage strategic initiatives, coordinate programs, prepare communications for stakeholders, and lead special projects.
Top Skills: AirtableAsanaGoogle WorkspaceNotionSlack
14 Days AgoSaved
In-Office
Chicago, IL
220K-300K Annually
Expert/Leader
220K-300K Annually
Expert/Leader
Edtech
Senior strategic leader supporting fundraising, operations, and organizational initiatives for Medicine and Biological Sciences Development. Manages major gifts portfolio, teams (up to 30 staff), research/analytics, donor relations, outreach, and marketing. Drives affiliate and international fundraising, partners with senior leadership and trustees, represents the Vice President, and leads campaign execution, special projects, prospect cultivation, solicitation, and stewardship to meet ambitious philanthropic goals.
14 Days AgoSaved
Hybrid
Chicago, IL
137K-240K Annually
Senior level
137K-240K Annually
Senior level
Artificial Intelligence • Cloud • Fintech • Information Technology • Analytics • Financial Services • Cybersecurity
Lead CEO office operating rhythm, coordinate executive priorities, prepare CEO/board materials, manage performance reviews and dashboards, drive cross‑functional execution, and support high‑impact communications and events.
Reposted 15 Days AgoSaved
In-Office
Chicago, IL
Senior level
Senior level
AdTech
The Chief of Staff will lead AI transformation projects, manage investment funds, drive sales initiatives, and oversee client project delivery, requiring self-direction and proactivity.
Top Skills: Ai ToolsData Analytics
Reposted 15 Days AgoSaved
Hybrid
Chicago, IL
120K-160K Annually
Senior level
120K-160K Annually
Senior level
Edtech
The Chief of Staff will oversee operational projects, refine strategies, and support leadership in a fast-paced scaling environment.
7 Days AgoSaved
Remote or Hybrid
Chicago, IL
153K-245K Annually
Senior level
153K-245K Annually
Senior level
Artificial Intelligence • Cloud • Fintech • Machine Learning • Mobile • Software
Partner with the CFO to drive high-priority, ownerless initiatives end-to-end, run FinOps operating cadence and leadership meetings, support CFO external relationships, and perform individual-contributor analysis, models, and memos. Act as a fast-moving generalist who escalates outcomes and grows into broader operational roles.
7 Days AgoSaved
Remote
Chicago, IL
175K-225K Annually
Mid level
175K-225K Annually
Mid level
Healthtech • Insurance
Serve as a strategic operator and force multiplier for the CEO and leadership team. Drive cross-functional initiatives, prepare Board and investor materials, enable AI adoption and build workflows, support finance and revenue analytics, coordinate leadership rhythms and company offsites, and translate executive priorities into measurable plans and follow-through.
Top Skills: Claude CodeCodexCursor
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